Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill …More

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill...

7 hours
5.0 (9)
from
$333
Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous …More

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous...

7 hours Free Cancellation
4.6 (5)
from
$207
From Florence: Private Day Trip to Leonardo's Birthplace & Lunch

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the …More

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the...

6 hours Hotel pickup offered Free Cancellation
4.8 (12)
from
$168
Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent …More

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent...

8 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$801
From Florence: Tour to Siena and San Gimignano by Minivan

During this small- group  tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of …More

During this small- group  tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of...

8 hours Free Cancellation
4.8 (5)
from
$224
From Florence: Full-Day Chianti & San Gimignano with Farm Lunch

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in …More

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in...

6 hours Free Cancellation
5.0 (2)
from
$175
The Art of Surprising You: Pisa/Florence Luxury Limo Private Tour

Diving into the past has never been easier. From the majesty of the medieval Piazza dei Miracoli in Pisa where a tower stands crooked as …More

Diving into the past has never been easier. From the majesty of the medieval Piazza dei Miracoli in Pisa where a tower stands crooked as...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$1,072
Pasta Cooking Class in Florence & Wine Tour in Chianti Day Trip

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey …More

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey...

8 hours Free Cancellation
5.0 (2)
from
$277
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small …More

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small...

8 hours Hotel pickup offered
5.0 (35)
from
$192
From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, …More

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees,...

8 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$271
Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation
4.9 (8)
from
$260
Chianti Wine and Vinci half day Small Group Tour from Lucca

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a …More

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a...

5 hours 30 minutes Free Cancellation
5.0 (25)
from
$145
Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$335
Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours
4.8 (23)
from
$321
Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and …More

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and...

6 to 8 hours Free Cancellation
5.0 (35)
from
$361
Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$666
Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb …More

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb...

5 hours Free Cancellation
5.0 (24)
from
$192
Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for …More

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (23)
from
$326
Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best …More

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best...

4 to 8 hours Free Cancellation
4.8 (20)
from
$73
Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Free Cancellation
4.9 (23)
from
$1,072
From Florence PRIVATE: Historical Umbria, Assisi and Orvieto - On the Romans way

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi, …More

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi,...

11 to 12 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$309
Recent tour reviews
Activity name

Tuscany Tours
Attractions
Guides
Calendar